CN105694534A - Liquid dye for active ink and preparation method and application thereof - Google Patents
Liquid dye for active ink and preparation method and application thereof Download PDFInfo
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- CN105694534A CN105694534A CN201610032221.6A CN201610032221A CN105694534A CN 105694534 A CN105694534 A CN 105694534A CN 201610032221 A CN201610032221 A CN 201610032221A CN 105694534 A CN105694534 A CN 105694534A
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- liquid
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0072—Preparations with anionic dyes or reactive dyes
- C09B67/0073—Preparations of acid or reactive dyes in liquid form
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/328—Inkjet printing inks characterised by colouring agents characterised by dyes
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention discloses a preparation method of liquid dye for active ink.The preparation method comprises the following steps that firstly, dye synthetic raw stock fully stands, insoluble substances are separated out, and then filtering is conducted to obtain filter liquid; secondly, inorganic salt is added into the filter liquid obtained in the first step, filtering is conducted to obtain a filter cake, then, water is added into the filter cake, and pulping is conducted to obtain pulped liquid; thirdly, the membrane treatment technology is adopted to conduct desalination and concentration on the pulped liquid obtained in the second step, and a concentrated solution is obtained; fourthly, cosolvent, buffer salt and bactericide are added into the concentrated solution obtained in the third step, and the liquid dye for the active ink is obtained.Viscosity modifier and tension modifier can be added into the liquid dye so that the active ink can be prepared, and the prepared active ink for inkjet printing is good in stability and printing effect.
Description
Technical field
The invention belongs to ink-jet printed field, the preparation method being specifically related to a kind of liquid dyes for active ink, these liquid dyes are suitable for the active ink of preparation digit printing。
Background technology
The product of a kind of modern science and technology application integrating computer digital animation, precision optical machinery, optoelectronic information technology that digital ink-jet printed technology is as the development of computer technology and gradually forms。The digital ink-jet printed requirement because meeting environmental protection low-carbon (LC) sustainable development, quickly grows at present；Early stage ink printing dyes relies on external import substantially, along with digital ink-jet printed technology is day by day promoted, ink-printed dyestuff is prepare successful key factor as digital ink dye, everybody unanimously thinks that ink dye is the theme with salt-free, but in actual use that dyestuff prescription is significantly high, wherein dissolubility, stability, purity seem even more important。
The ink dye that current Taiwan light forever produces is always used by domestic ink manufacturer, but dyestuff is based on Powdered, generally with powdered preparation ink after spraying, can not add dust-proofing agent, therefore make dust from flying pollute production environment in spray-drying process；It is dissolved into liquid-mixing at powdered dye to make environment in ink process and be also affected by the impact of dust, the dyestuff that partial dissolution degree is relatively low simultaneously is unable to reach powdery and dissolves thoroughly, after ink formulation, substantial amounts of insoluble matter is removed impurity and is brought bigger difficulty when filtering, by droplet measurement, ink after filtration shows that to there is big particle diameter amount on the high side, therefore ink printed result of use is undesirable。The problem that exploitation liquid active ink dye can efficiently solve above-mentioned several respects。But due to liquid dyes facile hydrolysis in water, again owing to being limited in the state of liquid less stable by dissolubility, it is less that current country can form the manufacturer that systematization produces。
Summary of the invention
The preparation method that the invention provides a kind of liquid dyes for active ink, this liquid dyes good stability, degree of fixation and intensity are high, and the active ink storage cycle of the method preparation is longer, and printing effect is good。
The preparation method of a kind of liquid dyes for active ink, comprises the following steps:
(1) Dyestuff synthesis oleo stock sufficient standing is precipitated out insoluble matter, be then filtrated to get filtrate；
(2) filtrate obtained to step (1) adds inorganic salt to saltout, remove organic impurities, obtain making beating liquid；
(3) making beating liquid step (2) obtained adopts membrane treatment process to carry out desalination and concentration, obtains concentrated solution；
(4) concentrated solution obtained to step (3) adds cosolvent, buffer salt and antibacterial, obtain ink liquid dyes。
In the present invention, in the synthesis and subsequent processes of dyestuff oleo stock, used machine ice and water are required for first carrying out water demineralization process, strictly control Ca2+、Mg2+≤ 10ppm, so that its hardness and metal ion more meet the index request of ink。
In step (1), the dyestuff of described Dyestuff synthesis oleo stock is mainly under low temperature and dissolves a high chloro-s-triazine improves P type reactive dye。As preferably, described Dyestuff synthesis oleo stock is the synthesis oleo stock of C.I. REACTIVE ORANGE 13, C.I. reactive yellow 95, C.I. REACTIVE YELLOW 18 1, C.I. Reactive Red 24, C.I. Reactive Red 2 18, C.I. activity palm fibre 11, C.I. reactive blue 49, C.I. reactive blue 15, C.I. reactive blue 72 or reactive black 39。In the building-up process of these oleo stock, the consumption of defoamer (polysiloxane-based) to control below 0.1%, it is impossible to uses dispersant, to avoid affecting the reduction in surface tension of liquid reactive dye。
As preferably, in step (1), before Dyestuff synthesis oleo stock stands, first pH value being regulated between 7.5～8.5。
As preferably, in step (1), the temperature that Dyestuff synthesis oleo stock stands is 20～25 DEG C, and the time of standing is 12～24 hours。By-product that under room temperature condition, dissolubility is relatively low and contamination precipitation can be made out by this standing process, be possible not only to improve the efficiency of subsequent operation, moreover it is possible to improve stability and the purity of final ink。
In the preparation process of active ink, in order to control the content of inorganic salt, often avoid adding inorganic salt, the inventors discovered that, by adding specific inorganic salt, and control the consumption of inorganic salt, can effectively remove the by-product dyestuff in synthesis oleo stock and raw material residue, improving dyestuffs purity, thus reaching to improve the purpose of actual degree of fixation and dye strength, improving the quality of final active ink。As preferably, in step (2), inorganic salt used is sodium chloride, and consumption is saltout in production technology the 70～90% of ormal weight。
In step (2), when filter cake is pulled an oar, the consumption of affiliated water is controlled with the dissolubility of filter cake, when in general control making beating liquid, the concentration of dyestuff is saturated dissolving about the 90% of concentration。
In step (3), in film processing procedure, it is necessary to control the pH value of system between 7.0～8.0, after general placement 24h, pH value carries out later step again without significant change, and this stage strictly controls pH and can reach good desalting effect, and can improve follow-up storage stability。All kinds of oil substances of a certain amount of activated carbon adsorption can also be added, then carry out desalting processing by NF membrane。
In step (3), as preferably, desalination processes adopts NF membrane and ceramic membrane to be sequentially carried out process。Wherein, NF membrane is the daltonian charge embedded film of 500-3000, and its effect is desalination；Ceramic membrane aperture is 50～100nm, and its effect mainly removes impurity, it is ensured that the final purity of dyestuff。After carrying out desalting processing, giving money as a gift into solid-state form in solid content, various ion concentrations should meet claimed below: Cl-≤100ppm、SO4 2-≤500ppm、PO4 3-、Ca2+、Mg2+、 Fe2+≤50ppm。
In step (3), as preferably, concentration process adopts ultrafilter membrane to process, and this ultrafilter membrane is the daltonian concentration film of 200-1000。
As preferably, in step (4), described cosolvent is at least one in caprolactam, 2-Pyrrolidone and carbamide, consumption accounts for the 5～10% of described concentrated solution quality, wherein, this mass percent refers to the metric results giving money as a gift into solid-state form, and the addition of cosolvent can improve the dissolubility of dyestuff, it is prevented that the precipitation of dyestuff in storage process。
As preferably, in step (4), described buffer salt is at least one in succinic acid, trishydroxymethylaminomethane, citric acid, triethylamine, sodium acetate, consumption accounts for the 1～3% of described concentrated solution quality, wherein, this mass percent refers to the metric results giving money as a gift into solid-state form, can control the pH value of system between 7.0～8.0 by adding buffer salt。
As preferably, in step (4), described antibacterial is thiazoles antibacterial, and consumption accounts for the 0.2～0.5% of described concentrated solution quality。
Liquid dyes after having prepared carry out microfiltration with aperture for the ceramic micro filter film of 50～100nm or polyethersulfone resin filter element, repetitive operation twice, to remove the insoluble impurity of residual in liquid dyes liquid, being tested by test chamber sucking filtration, twice sucking filtration ratio to meet index request。
Detecting qualified liquid dyes and adopt thin film inner bag packaging, seal at vacuum state, in storage process, will avoid sun direct projection, storage temperature controls, between 20～25 DEG C, to meet ink formulation and test request within the shelf-life in 1～June。
Present invention also offers the liquid dyes that a kind of described preparation method prepares。
Present invention also offers a kind of active ink, be made up of described liquid dyes, viscosity modifier and tension regulator；
Described viscosity modifier is the mixture of one or more in dipropylene glycol, dimethyl acetylamide, triethylene glycol, isopropanol, glycerol；Described tension regulator is that the combination in any in polyvinylpyrrolidone and polyether-modified polydimethylsiloxane is a kind of。
Compared with the existing technology, beneficial effects of the present invention is embodied in:
(1) insolubles content of the liquid dyes greater particle size that the present invention obtains is less, and long-term shelf-stability is high, it is not easy to produce precipitate, it is simple to long-term storage；
(2) present invention obtains the actual degree of fixation of liquid dyes and purity are high, and the active ink prepared has better printing effect；
(3) these liquid dyes can be conveniently formulated to active ink, it is to avoid various defects in traditional handicraft spray-drying process (such as dust is more, pyrometamorphism, degree of fixation reduce), production cost is low, and environment is good。
Detailed description of the invention:
Embodiment 1: the preparation of the synthesis oleo stock of REACTIVE ORANGE 13
(1) N-methyl J acid is scattered in water, stirs 15 minutes, adjust pH to be 7.1～7.3 with industrial lye, after dissolving, obtain clear liquor。Cis-butenedioic anhydride is dripped in clear liquor; again pH is adjusted to be 7.0～7.5 with industrial lye; control on the rocks simultaneously is reacted 3 hours to 30 DEG C; cool to and be cooled to 20～25 DEG C; obtain acidylate liquid standby; in this step, the mol ratio of N-methyl J acid and cis-butenedioic anhydride is 1:1.1, and the consumption of water is 5 times of N-methyl J acid quality。
(2) add frozen water at diazo reaction pot and put into Sulpho Tobias Acid making beating 1 hour, add hydrochloric acid to stir 15 minutes, it is slowly added to sodium nitrite solution, control temperature≤5 DEG C, after test terminal arrives, obtaining diazol standby, the mol ratio of Sulpho Tobias Acid, hydrochloric acid and sodium nitrite is 1:2:2, and the mol ratio of the N-methyl J acid of Sulpho Tobias Acid and step (1) is 1:1。
(3) the N-methyl J acid acidylate liquid in step (1) is added rapidly in step (2) diazol; stir 10 minutes; temperature controls 10～15; regulating pH with sodium bicarbonate is 6.2～6.5; stirring reaction obtains the coupling solution of clarification for 2～3 hours, adjusts back pH with hydrochloric acid and is warming up to 60 DEG C after 1.5～2.0, hydrolysis 4 hours; adjust pH to be 7.0～7.5 with industrial lye after reaching home, stir 10 minutes。
(4) one contracting reactions: add frozen water in reaction pot and put into Cyanuric Chloride making beating 1 hour, temperature controls at 0～3 DEG C, coupling solution in step (3) is added to Cyanuric Chloride, temperature controls at 0～3 DEG C always, dropwise stirring 10～15 minutes, regulating pH with 20% soda liquid at temperature 7-9 DEG C is 6.2-6.8, reacts 2 hours, and the mole dosage of Cyanuric Chloride is 1.1 times of N-methyl J acid acyl。
(5) two contracting reactions: rapidly join ammonia stirring in a contracting liquid, regulating pH is 10.5～10.8, it is to slowly warm up to 40 DEG C, controlling pH with industrial lye is 8.6-8.8, insulation reaction obtains REACTIVE ORANGE 13 # and synthesizes oleo stock after 2 hours, and obtains into folding solid-state amount by the accounting of virgin pulp liquid solid content, density and volume。
The preparation of embodiment 2 active ink
(1) it is 7.5-8.0 that the REACTIVE ORANGE 13 # that embodiment 1 obtained synthesizes oleo stock hydrochloric acid readjustment pH, then with left at room temperature 24 hours, is then filtrated to get filtrate；
(2) filtrate obtained to step (1) is warming up to 50 DEG C, is subsequently adding sodium chloride and saltouts, and wherein, the quality of sodium chloride is 1.2 times of the dyestuff oleo stock amount of giving money as a gift, and salt precipitation thing filter pressing obtains filter cake；
(3) at 25 DEG C of temperature, add water in the filter cake that step (2) obtains and pull an oar, wherein, the consumption of filter cake and water is 1g:7.5mL, making beating liquid adds slurry amount total amount 3% activated carbon dosage of giving money as a gift adsorb, maintain the static 12～24h of pH value 7.5-8.5, adopt pressure filter to carry out filter pressing without significant change, obtain the making beating liquid of prepurification。
(4) liquid of being pulled an oar by the REACTIVE ORANGE 13 in step (3) adopts NF membrane, ceramic membrane and ultrafilter membrane to be sequentially carried out process, and wherein, NF membrane is the daltonian charge embedded film of 500-3000, and its effect is desalination；Ceramic membrane aperture is 50～100nm, and its effect mainly removes impurity, it is ensured that the final purity of dyestuff；Ultrafilter membrane is the daltonian concentration film of 200-1000。After carrying out desalting processing, giving money as a gift into solid-state form in solid content, various ion concentrations meet following standard: Cl-≤100ppm、SO4 2-≤500ppm、PO4 3-、Ca2+、Mg2+、Fe2+≤50ppm。
(5) treatment fluid obtained to step (4) adds 5% 2-Pyrrolidone (relative to the amount of giving money as a gift), 1% trishydroxymethylaminomethane (relative to the amount of giving money as a gift), 0.5% Guardian (relative to the amount of giving money as a gift), obtain liquid dyes。
(6) liquid dyes obtained to step (5) add the dimethyl acetylamide of 1% and the polyvinylpyrrolidone (relative to total amount) of 1%, then performance detection is carried out, degree of fixation obtains by carrying out digit printing on bafta, and result is in Table 1。
Embodiment 3
This embodiment step (1) directly stands after regulating pH to 6.0-7.0, and other operations are identical with embodiment 2。
Embodiment 4
This embodiment is saltoutd without step (2), and other operations are identical with embodiment 2。
The testing result of table 1 embodiment 2～4
aBy the dyestuff of embodiment 2～4 after ambient temperatare puts 6 months, then detecting, under thermally-stabilised (70 DEG C), constant temperature storage 72h tests。
bTake 200mL active ink, adopt the inclined fluorine film sucking filtration of 0.22nm, continuously repeat twice, record twice sucking filtration time ratio。
Claims (10)
1. the preparation method for the liquid dyes of active ink, it is characterised in that comprise the following steps:
(1) Dyestuff synthesis oleo stock sufficient standing is precipitated out insoluble matter, be then filtrated to get filtrate；
(2) adding inorganic salt in the filtrate obtained to step (1) to saltout, be filtrated to get filter cake, then filter cake adds water and pulls an oar, and obtains making beating liquid；
(3) making beating liquid step (2) obtained adopts membrane treatment process to carry out desalination and concentration, obtains concentrated solution；
(4) concentrated solution obtained to step (3) adds cosolvent, buffer salt and antibacterial, obtain described liquid dyes。
2. the preparation method of the liquid dyes for active ink according to claim 1, it is characterized in that, in step (1), described Dyestuff synthesis oleo stock is the synthesis oleo stock of C.I. REACTIVE ORANGE 13, C.I. reactive yellow 95, C.I. REACTIVE YELLOW 18 1, C.I. Reactive Red 24, C.I. Reactive Red 2 18, C.I. activity palm fibre 11, C.I. reactive blue 49, C.I. reactive blue 15, C.I. reactive blue 72 or reactive black 39。
3. the preparation method of the liquid dyes for active ink according to claim 1, it is characterised in that in step (1), before Dyestuff synthesis oleo stock stands, first regulates pH value between 7.5～8.5。
4. the preparation method of the liquid dyes for active ink according to claim 1, it is characterised in that in step (1), the temperature that Dyestuff synthesis oleo stock stands is 20～25 DEG C, and the time of standing is 12～24 hours。
5. the preparation method of the liquid dyes for active ink according to claim 1, it is characterised in that in step (2), inorganic salt used is sodium chloride, and consumption is saltout in production technology the 70～90% of ormal weight。
6. the preparation method of the liquid dyes for active ink according to claim 1, it is characterised in that in step (3), desalination processes adopts NF membrane and ceramic membrane to be sequentially carried out process。
7. the preparation method of the liquid dyes for active ink according to claim 1, it is characterised in that in step (3), concentration process adopts ultrafilter membrane to process。
8. the preparation method of the liquid dyes for active ink according to claim 1, it is characterized in that, in step (4), described cosolvent is at least one in caprolactam, 2-Pyrrolidone and carbamide, and consumption accounts for the 5～10% of described concentrated solution quality；
Described buffer salt is at least one in succinic acid, trishydroxymethylaminomethane, citric acid, triethylamine, sodium acetate, and consumption accounts for the 1～3% of described concentrated solution quality；
Described antibacterial is thiazoles antibacterial, and consumption accounts for the 0.2～0.5% of described concentrated solution quality。
9. the liquid dyes that the preparation method as described in any one of claim 1～8 prepares。
10. an active ink, it is characterised in that liquid dyes described in claim 9, viscosity modifier and tension regulator form；
Described viscosity modifier is the mixture of one or more in dipropylene glycol, dimethyl acetylamide, triethylene glycol, isopropanol, glycerol；Described surface tension modifier is that the combination in any in polyvinylpyrrolidone and polyether-modified polydimethylsiloxane is a kind of。
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Cited By (3)
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| CN107338658A (en) * | 2017-06-08 | 2017-11-10 | 恒升化工有限公司 | A kind of liquid metallized acid dye composition and preparation method thereof |
| CN110878480A (en) * | 2019-05-31 | 2020-03-13 | 浙江工业大学 | Active ink for digital printing and preparation method thereof |
| CN115318123A (en) * | 2022-08-30 | 2022-11-11 | 浙江地龙新材料有限公司 | Method and device for recycling ink |
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| CN107338658A (en) * | 2017-06-08 | 2017-11-10 | 恒升化工有限公司 | A kind of liquid metallized acid dye composition and preparation method thereof |
| CN110878480A (en) * | 2019-05-31 | 2020-03-13 | 浙江工业大学 | Active ink for digital printing and preparation method thereof |
| CN110878480B (en) * | 2019-05-31 | 2022-06-21 | 浙江工业大学 | Active ink for digital printing and preparation method thereof |
| CN115318123A (en) * | 2022-08-30 | 2022-11-11 | 浙江地龙新材料有限公司 | Method and device for recycling ink |
| CN115318123B (en) * | 2022-08-30 | 2024-02-20 | 浙江地龙新材料有限公司 | Method and device for recycling ink |
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